Upcoming Events
Embrace the allure of our Eastern Shore haven, where each passing season ushers in its own tapestry of charm and adventure! As we peer into the unfolding year, we're excited to present exciting happenings and unforgettable moments. Whether you're drawn to the vibrant hues of spring's awakening, the spirited festivities of summer's peak, the rustic warmth of autumn's embrace, or the magical enchantment of winter's frost, there's an experience tailored to enchant every soul. Navigate below to find the ideal time to plan your stay.
Winter
Nordic SPA Experience
As a special Valentine’s experience, SPA at Perry Cabin introduces the outdoor Nordic Experience in partnership with Ritual Sauna & Plunge.
Rooted in warmth, release, and presence, this experience invites you to move between a wood-fired sauna and invigorating cold plunges, creating a deliberate contrast that refreshes both body and mind.
Offered in reserved time slots, the Nordic Experience may be enjoyed on its own or paired with SPA treatments, offering a thoughtful way to indulge this Valentine season. The experience is well suited for sharing, whether with a partner or close friends, and may be reserved for up to six guests.
Reserve through Guest Services by phone 443-258-2228 or email [email protected].
Chesapeake Fire & Ice Festival in Easton
Just a 15-minute drive from St. Michaels in Easton, MD, the Fire & Ice Festival, February 20 & 21, 2026, dazzles with ice sculptures, live music, and seasonal festivities that warm the winter spirit.
8th Annual St. Michaels ChocolateFest
Indulge your sweet side at ChocolateFest on March 7, 2026! Sample decadent creations from local restaurants and shops, and explore the town while savoring chocolate-inspired delights.
Spring 2026
Easter
Hop into Perry Cabin this Easter! Join us for a delightful feast with Easter egg hunts alongside the beloved Easter Bunny. Gather your family and friends for a day of joy, delicious food, and cherished memories. More details coming soon!
Eastern Shore Sea Glass and Coastal Arts Festival
Save the date for the upcoming Eastern Shore Sea Glass and Coastal Arts Festival, taking place Saturday, April 18 and Sunday, April 19, 2026 at the Chesapeake Bay Maritime Museum in St. Michaels, Maryland. This Spring Edition promises an extraordinary showcase of coastal craftsmanship, with over 90 exhibitors presenting a diverse collection of jewelry, home décor, art, and more.
St. Michaels WineFest
Sip and explore a wide range of international wines during the Wine Tasting Festival, taking place Saturday, April 25 – Sunday, April 26, 2026. Featuring vineyards from renowned wine regions around the world, the event offers a relaxed way to discover new favorites and enjoy a spring weekend.
Mother's Day
For Mother's Day, celebrate the amazing women who deserve to be pampered! Show your love by gifting them an unforgettable experience at Inn at Perry Cabin, where every moment is wrapped in luxury.
Summer 2026
Memorial Day Weekend
Celebrate Memorial Day Weekend with us as we welcome the start of summer by the water. Stay tuned for our festive lineup of waterfront experiences and programming.
CBMM Antique & Classic Boat Festival and Coastal Arts Fair
Plan ahead for the 38th Antique & Classic Boat Festival at the Chesapeake Bay Maritime Museum, happening Friday-Sunday, June 19-21! Enhance your experience with a stay at Inn at Perry Cabin for the ultimate Chesapeake retreat. Visit here for event details and highlights.
Independence Day
Join us for a star-spangled celebration with the best seats in town! Settle into our cozy waterfront Adirondack chairs—or take to the water aboard one of our elegant vessels—for a truly unforgettable view of St. Michaels’ dazzling fireworks display.
Plein Air Easton
Plein Air Easton, celebrating its 22nd year July 10 - 19, 2026, is the largest juried plein air painting competition in the U.S and a perfect excuse to plan a visit. Hosted by the Avalon Foundation in Easton, Maryland, each July, it draws talented artists from around the world.
CBMM Watermen’s Appreciation Day & Crab Feast
Mark your calendars for Sunday, August 9th as the Chesapeake Bay Maritime Museum comes to life with the Waterman’s Appreciation Day & Crab Feast. Pair these nautical spectacles with a stay at Inn at Perry Cabin for the ultimate Chesapeake retreat! Visit here to read about the history and importance of the Chesapeake Bay Watermen.
Labor Day Weekend
Toast to the final days of summer with a festive waterfront weekend. Details and programming forthcoming.